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Vacation rentals with a pool in Monte San Martino

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Monte San Martino

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
Villa in Castelraimondo
4.82 out of 5 average rating, 11 reviews

Villa Ermelinda ยท Ville Carborello Weddings

Villa Ermelinda is a private 16th-century villa set among the rolling hills of Le Marche, ideal for intimate weddings, destination weddings and exclusive stays. It offers exclusive use, a panoramic pool, gardens, a big terrace and beautiful spaces for symbolic ceremonies, poolside aperitifs and dinners under the stars. Hosting up to 18 guests, it also works perfectly with nearby Villa Nasca & Villa Adele, just a few minutes away, for larger wedding groups and unforgettable wedding weekends.

Guest favorite
A tranquil salt-water pool is surrounded by lush gardens filled with blooming flowers. Lounge chairs are positioned along the poolside, offering views of rolling hills under a clear blue sky, enhancing the serene atmosphere of the outdoor space.
Home in Falerone
4.87 out of 5 average rating, 15 reviews

Farm house with exclusive access to the pool

Immersed in the quiet countryside with a 360 view on the surrounding hills, the farm house has typical rustic Marchigiano style with original beams and floors and it is surrounded by a big garden rich in flowers. The pool has a very panoramic and relaxing area. It is the ideal place for people who love silence, nature and enjoy to admire the beautiful landscape and the stars lit sky. The Sibillini Mountains National park and the beaches are just 40 min drive away Right place for cycling lovers.

Top guest favorite
A serene infinity pool is set against a backdrop of rolling hills and a clear blue sky. Wooden lounge chairs are positioned beside the pool area, offering space for relaxation. The wooden deck surrounds the pool, complementing the natural landscape.
Apartment in Montalto delle Marche
5.0 out of 5 average rating, 45 reviews

House with swimming pool, ground floor, Villa Cerqueto

Apartment in a house with a swimming pool in the hills 20 km from the sea. Equipped with all the comforts to spend a peaceful vacation in contact with nature and the beauty of the landscape among typical villages, the Adriatic Sea and the Sibillini Mountains. The apartment has 2 large air-conditioned bedrooms, 1 bathroom and 1 kitchen with a terrace where you can eat. The garden and swimming pool, shared with other guests, enjoy a privileged position from which you can enjoy a beautiful view.

Top guest favorite
The Sferisterio theater is highlighted by its grand brick colonnade, illuminated against a dusk sky. The curved structure features multiple seating levels with historic elements and a vibrant atmosphere, showcasing an audience gathered in anticipation of the evening performance.
Apartment in Mogliano
4.95 out of 5 average rating, 39 reviews

Opera & Nature Lovers Loft Suite 30 mins 2 Opera

Located in the heart of Le Marcheโ€”ranked 2nd in Lonely Planet's 2020 list of "The Top 20 Regions in the World to Visit"โ€”this sunny apartment offers the perfect base to relax or explore. Just 30 minutes from the world-renowned open-air opera venue, the Sferisterio in Macerata, and within an hour to mountains, lakes, and the sea. Discover ancient hilltop towns, nature reserves, outdoor markets, health spas, and scenic hiking, biking, and riding trails. 5 minsโ€™ drive to the village of Mogliano.

Guest favorite
The image captures a serene sunset over a private pool, with lush green grass surrounding the area. Sunlight casts a warm glow on the villa's exterior, highlighting large windows that reflect the fading daylight. Trees and hills are visible in the background, enhancing the peaceful setting.
Villa in Servigliano
4.97 out of 5 average rating, 31 reviews

Villa with exclusive private, heated pool

Villa del Sole is a beautiful retreat nestled amidst the typical verdant hills of the Marche region. It's located just 35 minutes away from the stunning beaches of Porto San Giorgio. This newly built accommodation offers all the comforts that you could ask for. The villa is fully enclosed with wired fencing and surrounded by a gorgeous garden, making it pet-friendly. Guests can enjoy the heated pool, which is exclusively for them and enhanced with a winter cover from October through March.

Guest favorite
A serene pool area is featured, with crystal-clear water reflecting the surrounding greenery. The rustic stone buildings in the background are framed by lush trees, while comfortable seating arrangements invite relaxation under the sun.
Casa particular in Matelica
4.88 out of 5 average rating, 25 reviews

I light up with immense

Enjoy a different vacation and regenerate your body and mind. Bring books to read under the mulberry trees. Walk through nature, breathing healthy air and traveling kilometers of countryside with organic crops while observing the landscape where nature has been able to create paintings. Relax with the whole family, living days with a different spirit and more attention to those close to you, in accommodation where serenity, atmosphere and nature make everything wonderfully unique.

Top guest favorite
An aerial view showcases the agriturismo's rustic stone buildings surrounded by greenery. A blue swimming pool is located in the garden, complemented by sun loungers. The landscape features open fields and scattered trees, creating a serene outdoor space.
Apartment in Gualdo
5.0 out of 5 average rating, 9 reviews

Agriturismo Elisei โ€“ apartment, pool, sauna, spa

Are you looking for a quiet, relaxing place, surrounded by nature and away from the hustle and bustle? Do you want to discover the charm of the Monti Sibillini National Park and its villages? Choose the Elisei Farmhouse, small and for a few people, allowing each of the guests to have plenty of outdoor space. The farmhouse has a large garden with swimming pool, as well as a wellness area with sauna and spa. CIN (National Identification Code): IT043021B5CETGSYCI

Top guest favorite
A gravel driveway leads to a charming two-story villa surrounded by lush greenery. The building features a mixture of stone and brick walls, framed by large windows with red shutters. Sunlight filters through the trees, creating a serene atmosphere.
Home in Serra
5.0 out of 5 average rating, 33 reviews

villa Strada

NEW FOR '26: Private rooftop Jacuzzi for up to 4 people. Opportunity to enjoy horse-drawn carriage rides along the scenic white roads of Montefortino. Nestled in the heart of the Sibillini Mountains, Villa Strada boasts breathtaking views of Mount Vettore and Mount Sibilla. This elegant 1990s villa combines timeless charm with modern comfort, featuring welcoming and harmonious spaces immersed in nature.

Superhost
A modern swimming pool is illuminated with soft turquoise lighting, creating a serene atmosphere at night. The pool is bordered by a stone wall and features a sleek deck lined with subtle outdoor lighting, enhancing the landscape of surrounding greenery.
Apartment in Civitanova Marche
4.85 out of 5 average rating, 39 reviews

[Luxury & Relaxation] Private Pool with View

Property managed by Host Hero Marche Welcome to this modern newly built apartment, an oasis of comfort and relaxation with breathtaking views of the sea and hills; perfect for both couples and families, offering a combination of contemporary elegance and natural beauty. Private Stunning Swimming Pool. WiFi, Smart Tv and Air Conditioning present. Bed linen provided. Private parking available.

Top guest favorite
A kitchen area with rustic wooden cabinets and a white refrigerator is depicted. A dining table made of wood, surrounded by white chairs, occupies the center. Natural light enters through large windows, illuminating the stone walls and creating a warm, welcoming environment.
Home in Sant'Elpidio Morico
5.0 out of 5 average rating, 41 reviews

Casale Biancopecora, Casa Acorn

Independent house in Country House, Casa Ghianda, 60 sqm finely furnished. We recovered all the old house materials in the recent renovation. One of the rooms overlooks a small terrace. Outside there is a large private area available to guests, shaded pergola and private barbecue. Complete the property with a 12x4.5 pool with shaded porch available for guests to enjoy.

Top guest favorite
A refreshing salt-water pool is surrounded by lush greenery and neatly trimmed shrubs. Poolside, comfortable lounge chairs are arranged for relaxation. In the backdrop, a rustic building blends harmoniously with the rolling hills under a dramatic sky.
Home in Loro Piceno
4.91 out of 5 average rating, 79 reviews

Country House with Pool and Garden

Country house with swimming pool and garden - The farmhouse with swimming pool is located in the countryside with well-kept and completely renovated furnishings, for a relaxing vacation 5 km from the Fiastra Abbey Nature Reserve, 30 km from the entrance to the Monti Sibillini Park, 30 km from the Adriatic Sea and 60 km from the Conero Riviera.

Superhost
An outdoor pool area presents a long, rectangular swimming pool, surrounded by sun loungers and umbrellas. Scenic hills and greenery are visible in the background, creating a serene atmosphere ideal for relaxation.
Condo in Sant'Elpidio a Mare
4.76 out of 5 average rating, 21 reviews

Gli Ulivi apartment with pool

Resort Orizzonti apartment "Gli Ulivi" with swimming pool Ideal for a relaxing holiday. The elevated location guarantees an enchanting view of the Marche hills and the green spaces of the Nature Reserve, with the Sibillini mountains on the horizon. This view guarantees privacy and tranquilityโ€ฆ.

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